How Much Should You Talk About Your Ex?
How much should you say about your past when dating again after a long marriage or loss? Honest about your past, present with the person in front of you.
The One Thing Your Dating Checklist Can’t Measure
After years of introductions the pattern is clear. The people who fall in love are rarely the ones who matched on paper. What your checklist cannot measure.
He Checks the Boxes. So Why Am I Still Unsure?
He checks every box on paper but something in you still hesitates. Sometimes that hesitation is self-sabotage. Sometimes it is a real signal. How to tell the difference.
When Should You Become Exclusive?
Not a set number of dates. A conversation you have when clarity has arrived and you are ready to name it out loud.
Reader Mailbag: Your Dating Questions, Answered
A Toronto matchmaker answers reader questions on butterflies vs anxiety, never arguing, chemistry on paper, and comparing dates to an ex.
When Your Life Looks Full and Still Feels Empty
The quiet loneliness of successful people who have built everything except the one connection they most want.
Why Companionship Matters More Than Chemistry As We Age
Chemistry gets the headlines, but companionship builds the life. Dating in your 50s, 60s and beyond.
How Soon Is Too Soon to Date After Divorce?
There is no universal timeline. What readiness to date after divorce actually looks like, and how to know you are there.
Why Do I Keep Attracting Emotionally Unavailable People?
It is rarely bad luck. The pattern beneath the pattern, why unavailable can feel like chemistry, and how to break it.
The Hidden Loneliness of Modern Dating
You can be dating constantly and still feel deeply alone. An essay on the quiet loneliness of modern dating, and what actually eases it.